Photoredox-catalyzed intermolecular azidosulfonylation of alkenes with DABCO·(SO2)2, trimethylsilyl azide and thianthrenium salts

Abstract

A photoredox-catalyzed four-component reaction of alkenes, DABCO·(SO₂)₂, trimethylsilyl azide and alkyl thianthrenium salts is described, providing a facile route to β-azidosulfones in moderate to good yields with excellent regioselectivity under mild conditions. The thianthrenium salts serving as general precursors of unstable alkyl radicals enable the synthesis of β-azido alkylsulfones with diversity and efficiency. Additionally, this protocol can be further extended to other nucleophiles for the construction of different β-functionalized sulfones. Moreover, the installed azide group can be easily converted to free amino and other valuable groups.